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I definitely think you should associate the checkbox with a label, yes. Not only is that of paramount importance for screen reader users; it also offers the significant benefit of increasing the clickable area. I find it really annoying when I have to click the tiny little checkbox square.

Originally Posted by BBoardX

Wont validate in an xhtml transitional doctype

No, because XML requires all elements to have closing tags, so you have to use <input/> instead of <input>. But since XHTML is of very limited use for 99.999% of the designer/developer population it doesn't matter. And why in the world would anyone use XHTML Transitional anyway? Transitional DTDs are only meant to be used during a transitional (duh!) phase when you're modernising pre-HTML4 documents.